Richmond, Kentucky has one of the better collections of commercial second story windows I've seen in Kentucky towns -- most located in their old main street section. Now let me qualify that statement -- I have not seen all the towns in Kentucky. I'm sure there are many others with special qualities.
Included here are a couple of photos of the streetscapes displaying the contiguous line up of some of the buildings. I then have taken close-ups so you can view the workmanship of the Victorian windows.
Why the second story windows and not the whole building? Well, I wanted to concentrate on these old ladies as they appeared in the late 1800s when most of them were built. Sometimes the first floor can be rather contemporary in feeling.
This is not all of Richmond's historic commercial buildings. There are more around every corner you turn in the commercial section. This town is also filled with beautiful historic housing of all sizes and types. Richmond's population is presently a little over 33,000. I would call it a medium size town.
Check out second story exteriors in old towns -- you might discover some fine workmanship as well as beauty.